Search Cheap Flights to
Brookfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Brookfield Flights as Low as $143

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$143 Roundtrip, found 2 days ago
$143
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $143 found 2 days ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $148 found 2 days ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 2 days ago
$153
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $153 found 2 days ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$184 Roundtrip, found 2 days ago
$184
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $184 found 2 days ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $189 found 2 days ago
Avelo Airlines
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $192 found 2 days ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$194 Roundtrip, found 2 days ago
$194
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $194 found 2 days ago
Breeze Airways
Thu, Aug 20 - Sun, Aug 23
MCO
Orlando Intl.
HPN
Westchester County
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Westchester County, returning Sun, Aug 23, priced at $196 found 2 days ago
Breeze Airways
Thu, Aug 20 - Sun, Aug 23
MCO
Orlando Intl.
HPN
Westchester County
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Westchester County, returning Sun, Aug 23, priced at $197 found 2 days ago
Avelo Airlines
Thu, Jul 23 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Jul 23 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Jul 27, priced at $199 found 6 days ago
JetBlue Airways
Tue, Aug 18 - Tue, Aug 25
MCO
Orlando Intl.
HPN
Westchester County
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Orlando Intl. to Westchester County, returning Tue, Aug 25, priced at $217 found 2 days ago
American Airlines
Thu, Jul 16 - Fri, Jul 24
TPA
Tampa Intl.
HPN
Westchester County
$220 Roundtrip, found 6 hours ago
$220
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Thu, Jul 16 from Tampa Intl. to Westchester County, returning Fri, Jul 24, priced at $220 found 6 hours ago
Delta
Tue, Aug 18 - Fri, Aug 21
MCO
Orlando Intl.
HPN
Westchester County
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 18 from Orlando Intl. to Westchester County, returning Fri, Aug 21, priced at $237 found 2 days ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$240 Roundtrip, found 22 hours ago
$240
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $240 found 22 hours ago
American Airlines
Tue, Sep 29 - Wed, Oct 14
TPA
Tampa Intl.
HPN
Westchester County
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 29 from Tampa Intl. to Westchester County, returning Wed, Oct 14, priced at $257 found 1 day ago
Delta
Sat, Jul 11 - Tue, Jul 14
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jul 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Jul 14, priced at $284 found 1 day ago

Cheap Flights to Brookfield

Fall in love at first flight with your vacation to Brookfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Brookfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Brookfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Brookfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Brookfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HPN airport.

What is the cheapest month to fly to Brookfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Brookfield are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Brookfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Brookfield.

What airport is best to fly into Brookfield?

When you’re planning your trip to Brookfield, convenience is the name of the game. Luckily, Brookfield Danbury Municipal Airport is nearby so you can deplane and get going on checking off everything on your Brookfield must-do list.

How much are flights to Brookfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Brookfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $143, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Brookfield?

The trick to saving a stack of cash on your flight to Brookfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $143 right now, why wait?

Brookfield Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$220

Last Minute Hotel Deals in Brookfield

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,267 reviews)
"Stayed here many times, good value for area."

Reviewed on Jun 24, 2026

Get rates
Ethan Allen Hotel
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,002 reviews)
"The breakfast area was in the bright sun, and the seating was very crowded. Very limited choices of breakfast."

Reviewed on Jun 25, 2026

Get rates
Best Western Danbury/Bethel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,240 reviews)
"Hotel staff very attentive, friendly and helpful. Toom service was excellent, but expensive- just order to go from the restaurant to save money. The outside of the property, pool area and furniture needs work and be updated. Just to clarify what needs to happen with the outside areas- the front of ..."

Reviewed on Jun 25, 2026

Get rates
Wyndham Southbury
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,249 reviews)
"Courtyards are consistently a good choice for nightly stays. At this location the front desk was accommodating and appreciated."

Reviewed on Jun 24, 2026

Get rates
Courtyard by Marriott Waterbury Downtown
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,128 reviews)
"It was the first hotel I ever been in that had a lot of activities with loud music kids and adults around you can't even here the people at the front desk but they do have to get quiet at 10:00pm also I came to check in at 4:30 and had to wait ten min my room was not ready when check in time is at ..."

Reviewed on Jun 25, 2026

Get rates
Hilton Garden Inn Shelton
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 out of 5
80 Newtown Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (728 reviews)
"The hotel although updated was not to comforting. Hair on the bed and stained comforter was really off putting."

Reviewed on Jun 26, 2026

Get rates
Comfort Inn & Suites Danbury-Bethel
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

2.5 out of 5
945 Bridgeport Ave Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (1,006 reviews)
"I couldn’t even make it to the room because there was a homeless person in the hallway, a couple of people were arguing on the phone, and a family was waiting for the receptionist. The hotel looked dirty and I don’t recommend it to anyone."

Reviewed on Jun 25, 2026

Get rates
Extended Stay America Suites Shelton Fairfield County
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,000 reviews)
"Great restaurant in hotel"

Reviewed on Jun 23, 2026

Get rates
Hotel Zero Degrees Danbury
See all 744 properties in Brookfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.